21921-76-6

Basic information

• Product Name: 4-Bromo-2-furaldehyde
• Synonyms: 4-BROMO-2-FURALDEHYDE;4-Bromo-2-furaldehyde(4-Bromofurfural);4-BROMOFURFURAL;4-BROMOFURAN-2-CARBOXALDEHYDE;4-Bromo-2-formylfuran;4-BROMO-2-FURALDEHYDE 95+%;4-bromofuran-2-carbaldehyde;4-Bromofuran-2-carboxaldehyde, 4-Bromo-2-formylfuran, 4-Bromofurfural
• CAS NO: 21921-76-6
• Molecular Formula: C₅H₃BrO₂
• Molecular Weight: 174.98
• Product Categories: Furan&Benzofuran
• Mol File: 21921-76-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 54-58 °C
• Boiling Point: 225.038 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.748 g/cm³
• Vapor Pressure: 0.0883mmHg at 25°C
• Refractive Index: 1.573
• Storage Temp.: Refrigerator
• Sensitive: Air Sensitive
• CAS DataBase Reference: 4-Bromo-2-furaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-2-furaldehyde(21921-76-6)
• EPA Substance Registry System: 4-Bromo-2-furaldehyde(21921-76-6)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-43
• Safety Statements: 26-28-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 21921-76-6(Hazardous Substances Data)

Usage

Description

4-Bromo-2-furaldehyde is an organic compound that serves as a versatile building block in the synthesis of various complex molecules. It is characterized by its unique chemical structure, which includes a bromo substituent at the 4-position and a formyl group at the 2-position of the furan ring. This structure endows 4-Bromo-2-furaldehyde with specific reactivity and functional group compatibility, making it a valuable intermediate in organic synthesis.

Uses

Used in Pharmaceutical Industry:
4-Bromo-2-furaldehyde is used as a key building block for the synthesis of furanyl cyclobutenediones, which are potent G-protein coupled receptor (GPCR) antagonists. These antagonists play a crucial role in the development of novel therapeutic agents targeting a wide range of diseases, including neurological disorders, cardiovascular conditions, and various forms of cancer. The unique structure of 4-Bromo-2-furaldehyde allows for the efficient synthesis of these bioactive molecules, contributing to the advancement of pharmaceutical research and drug development.

InChI:InChI=1/C5H3BrO2/c6-4-1-5(2-7)8-3-4/h1-3H

Upstream product

• 98-01-1 furfural 

Downstream Products

• 765938-14-5 4-(4-methylphenyl)furan-2-carbaldehyde 
• 765938-18-9 4-(4-methoxyphenyl)furan-2-carbaldehyde 
• 765938-16-7 4-(4-trifluoromethylphenyl)furan-2-carbaldehyde 
• 765938-20-3 4-(4-methylsulfonylphenyl)furan-2-carbaldehyde 
• 618447-65-7 N-((4-bromofuran-2-yl)methyl)aniline 
• 99113-85-6 4-phenylfuran-2-carbaldehyde 
• 343603-25-8 9-Hydroxy-2-[4-(4-tert-butylphenyl)-furan-2-yl]-3H-naphtho[1,2-d]imidazole-7-carboxylic acid 
• 1198180-86-7 ethyl (2E)-3-{4-[3,5-bis(trifluoromethyl)phenyl]furan-2-yl}prop-2-enoate 
• 1198180-87-8 ethyl 3-{4-[3,5-bis(trifluoromethyl)phenyl]tetrahydrofuran-2-yl}propanoate 
• 27065-51-6 2-(diethoxymethyl)-4-bromofuran 
• 1344699-11-1 (2S)-N-hydroxy-2-{[(4-{[5-(methoxymethyl)furan-3-yl]ethynyl}phenyl)carbonyl](methyl)amino}-N'2-dimethylpropanediamide 

Relevant articles and documents

Synthesis of 5-bromo-2-furfural under solvent-free conditions using 1-butyl-3-methylimidazolium tribromide as brominating agent

The development of a facile and general method for the preparation of 5-bromo-2-furfural is described. An excellent yield of high regioselectivity came out of the bromination reaction of 2-furfural with 1-butyl-3- methylimidazolium tribromide under solvent-free conditions.